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exam2 key - Exam#2 CH232 Organic 11 Jennings Feb 26 2008...

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Unformatted text preview: Exam #2 CH232 Organic 11 Jennings Feb. 26, 2008 Student Name: Kfj (print please) Honor Pledge: ‘ (signature) You have 80 minutes to complete this exam. Exams are due at 6:20 PM. Partial credit will be given when applicable, so remember to shOw your Work. ' l. Nomenclature (14 pts, 2 pts each) Draw the structures of the molecules written below or provide the names of any structures shown. ‘ 0 u l 39:, tQ'Cr—c 1 . ll , H 0 I . fl - (my Ho . 01+ , PCC oxime of cyclohexanone ethylene glycol DIBAL O ' "o benzoquinone tetrahydrofuran 2. Reactions (36 pts., 3 pts each) Draw the structure(s) of the'expected products formed under the following reaction conditions or give the reagents and reaction conditions to allow for the shown products. ’ O (374, mCPBA )T5C',Pm C 2’ [@9 98% @ 2) PCC “0/4" \\ o O ’ "I o H’ I 0 ©)\ 'Ph3P=CH2 . 0 A or: A 0 0M OH OH, H30 1) LA— /U\/\Cr)r ‘ H30+ /U\/\/OH 3. Mechanisms (20 pts. total) Provide detailed mechanisms for the transformations given below, show each step by using electron pushing arrows. 5 pts. (Problem 19.5 1) {lo 5 pts. (Problem 17.53) I ,/V. + o HO>——<OH #38:?» 10 pts. (Problem 17.48) There is no need to draw all of the rings, just show the mechanism on the rings where the chemistry is taking place. 4. Synthesis (30 pts. total) Provide a reaction sequence for the following products from the given starting materials. You may use any reagents needed. Show reactants, products, and reagents for every step of the sequence, but do not show mechanisms. Partial credit will be given at every step. 10 pts. 0 HO from 2 eq. Q make 0 10 pts. (Prébl'em 17.57) 10 ts. from 2007 Exam2 sorto from O and make {fig 1 od 0” ‘ g i Pfig JP“ U8‘ #1: 8r 95‘@ We fig? V ...
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This note was uploaded on 04/07/2008 for the course CH 232 taught by Professor Jennings during the Spring '08 term at Alabama.

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exam2 key - Exam#2 CH232 Organic 11 Jennings Feb 26 2008...

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